3 Key Strategies for Scaling Your Glamping Business in 2025

The first half-decade of my glamping adventure has been a whirlwind. My income grew 100-fold from my first year of glamping. Exciting, yes, but quite the emotional rollercoaster. So, I’m setting some key strategies for 2025 to keep the success rolling, and I hope you’re planning the same.

If you know my story, you know that I started as a poor public school teacher, barely making ends meet, and threw up a tent in my backyard to earn extra money.

Fast forward to today, I’m heading into the winter season of 2024 with two micro-resorts, permits for 36 units, and a pro forma that might just be into several millions of dollars. The last five years have been a wild ride, but looking forth, I want to be laser-focused on growth and profitability.

In 2025, I’ll be implementing three key strategies that I believe will help scale my glamping business to new heights.

Context and Challenges in 2024

Let me give you some context. 2024 wasn’t exactly a smooth year for me. It was an uncertain election year, which affected the short-term rental market, especially in outdoor hospitality. People held back on their vacations, uncertain about what the future would bring. I personally dealt with some neighborhood resistance and had to fight for my glamping dreams. Add to that a creative financing situation that expired at the end of the year, where we almost lost our second property.

Yeah, it was a tense year. But we pulled through. I secured the permits and managed to close on my second property, giving Monument Glamping a solid legal foundation. So here we are, early December 2024. Two properties, 36 permitted units, and we are ready to scale. Currently, we have eight units in operation, but I’ve had to shut half of them down for the winter.

Strategy #1: Maximize Unit Performance

The first strategy for 2025 is to maximize unit performance. My Number one focus will be getting all 36 units up and running. Every day a unit is unopened is a missed opportunity. For those of you with glamping ambitions, this should be on your mind too. Think of it like this: it’s like having an air conditioner in your house with the window wide open. Don’t do that. Close that window, seal those deals, and get those units operational.

My goal is to have all 36 units open by the end of the calendar year. This means building new units and expanding infrastructure. In just a few weeks, we’ll be digging our second septic tank. It’s a big deal but necessary infrastructure for a better future. I’ll cover those details in future videos, but be sure to like and subscribe. If you want deeper discussions, go to glampingguy.com/tribe. I’m assembling free weekly meetings with other glamping operators to share our experiences and build a tribe within the sexiest asset class in real estate, which is glamping.

Strategy #2: Tighten Operations Management

As important as it is to maximize unit performance, it’s equally critical to ensure that operations run smoothly and efficiently. This is where my second strategy comes in: tighten operations management. One of the challenges of growing fast is keeping operations streamlined. Now, Wendy and I love hosting guests, but we’ve been so busy that we’ve overlooked some key financial opportunities, especially tax strategies.

I’m at a point in my journey where I need to think smarter about my expenses and tax liability. With growth comes the need for smarter operations. In 2025, I’m restructuring. I’m moving my operational expenses under a new LLC that I’ll file as an S Corp. For the past few years, I’ve been taking draws, living comfortably, but my tax burden? I get nailed. So now it’s time to up my game. I’m putting myself, Wendy, and even some of my kids under a W2. I guess I’m going back to work, but this will help us enjoy building the family business together and reduce our tax liability significantly.

Strategy #3: Separate Asset Management

The third strategy is separating asset management. Glamping is more than just hospitality; it’s also about real estate. Owning the land you glamp on builds wealth and turns a side hustle into a lasting legacy. In 2024, I made a key move that will benefit me in 2025. I created a separate LLC for my properties. Now, Monument Glamping will handle my operations, everything from booking and marketing to checking guests in. Meanwhile, my new LLC will hold property assets and lease them to the operational business.

This separation allows me to protect my assets and benefit from additional write-offs through leasing arrangements. Yes, this is perfectly legal and exactly how successful investors protect and grow their wealth. Asset protection is a big deal for glamping operators—or any landowner, really. By separating the properties from my operations, there’s a solid corporate shield between the two. I’m confident that my assets are protected from liability, with insurance policies and other safeguards in place.

Looking Forward

So, I’m maximizing unit performance, tightening my operations management, and separating my assets in management. 2025 promises to be an exciting year for me and Monument Glamping. But enough about me. What’s your glamping dream? I’d love to hear your plans for the coming year. Post below and let me know how things are rolling.

If you’d like to join me in my weekly tribe meeting, go to glampingguy.com/tribe. Let’s work side by side as we grow our glamping empires. It’s a wonderful place to be in this wonderful world of real estate and outdoor hospitality. I’m Chris Jeub, The Glamping Guy. Thanks for joining me, and I’ll see you next time!

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